Ethyl ketone → HCID 59249456, compound

HRID 1806751Notes

Reaction equation

HRID 1806751 reaction equation
[C:1]([O:5][C:6](=[O:9])[CH2:7][NH2:8])([CH3:4])([CH3:3])[CH3:2].[CH3:10][CH2:11][C:12](=O)[CH2:13][CH3:14]>C(O)C>[C:1]([O:5][C:6](=[O:9])[CH2:7][N:8]=[C:12]([CH2:13][CH3:14])[CH2:11][CH3:10])([CH3:4])([CH3:3])[CH3:2]

Participants

4

Reactant 2

HCID 7288Ethyl ketoneHCID 151417Glycine tert-butyl ester

Product 1

HCID 59249456HCID 59249456, compoundYield 50.2%

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Conditions

Temperature
110 °C

Procedure

A mixture of glycine tert-butyl ester (Alfa) (0.66 g, 10 mmol) and 3-pentanone (6 g, 70 mmol) in ethanol (6 mL) was heated at 110° C. in a sealed tube for 48 h. The reaction mixture was concentrated and dried in vacuo to give crude (1-ethyl-propylideneamino)-acetic acid tert-butyl ester as a colorless oil (1.0 g). The crude product contains unreacted glycine tert-butyl ester and was used without further purification.

Workup

  1. concentrationThe reaction mixture was concentrated
  2. customdried in vacuo

Sources & evidence

ORD record
ord-25991bf3af9f46c69377a91c6a150682
Source dataset
uspto-grants-2013_01
Patent number
US08354444B2

Reaction notes

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